Dog Boarding in Countryside Woods, Clearwater, FL

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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1. Meaghan

Will work for puppy cuddles!

Dunedin, FL, 34698

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Meaghan was awesome with Olyvia! She was very accommodating last minute, sent us photo updates and loved on our pup. Her kids even spent plenty of time with ... (more)"

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2. Lou

Lucky Lou's Dog Sitting

Bay Towne East, Safety Harbor, FL, 34695

Dog Boarding, Doggy Day Care

"Romeo was so well loved and taken care of. When we picked him up he ran to us and then back into Lou's! I guess to show us his new home away from home. The... (more)"

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3. Alana

Sanchez Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

Dog Boarding, Drop-In Visits

"Alana provided a kind & loving environment for our senior dog. She made sure he took his meds by coaxing him gently (cheese anyone?). Her dog is sweet & we... (more)"

4. Kristi

I am a passionate animal lover.

Palm Harbor, FL, 34683

Dog Boarding, Drop-In Visits, Dog Walking

"We've left our dogs now 2 times at the care of Kristi. She is simply great, friendly and the dogs love her. We've received photos of the dogs always. When yo... (more)"

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5. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Thank you so much for your loving care of Bella and Maggie! Jacquelyn and her family members were so kind and understanding of Bella’s needs as a puppy mill... (more)"

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6. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Dianna and her wife were fantastic! I would highly recommend them to anyone. They kept in touch daily and sent plenty of photos. They went well beyond he cal... (more)"

7. Sandra

Palm Harbor "Just the Two of Us!"

Palm Harbor, FL, 34684

Dog Boarding

"Sandra was amazing !!!. She took great care of Lexus and he was very happy . They went on walks and she let him sleep in her bed cos he is used to that . Wil... (more)"

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8. Eileen

safe comfy fenced home

Dunedin, FL, 34698

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Eileen was really great with Bella. She took time to meet with Bella and me before I left town so that Bella would be more comfortable the next time she was ... (more)"

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9. Mark

Bella's Big Back Yard

Palm Harbor, FL, 34683

Dog Boarding, Doggy Day Care

"Domino had such a wonderful time with Mark he didnt want to leave!!!! I was on a trip and Mark made sure my boy was well taken care of. He sent me pictures o... (more)"

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10. Vicky

Pets are Our Family

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Vicky took wonderful care of our little Chloe! We received pictures and video every day! Chloe had a great time playing with Gracie! I will recommend Vick... (more)"

Confirmed availability
This weekend
11. Pamela

fit and retired dog lover

Dunedin, FL, 34698

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I was very apprehensive to leave my little old man with just anyone. I took a chance on Pam and she was absolutely wonderful with my old boy and all his issu... (more)"

Confirmed availability
This weekend
12. Lori

Experienced & Loving Pet Sitter

Dunedin, FL, 34698

Dog Boarding, Dog Walking

"Lori picked up our pup and dropped him off for us, which was a HUGE help. She is extremely reasonably priced in comparison to others we saw on Rover. We are ... (more)"

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13. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

"Angie was a wonderful sitter. She took care of our babies as if they were hers. She sent pictures everyday of them and we could tell that they were having a ... (more)"

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14. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kara did a great job with Rocky! Even though I didn't request pictures I received them almost daily. She also went out of her way, and gave him a couple of C... (more)"

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15. Penny

EVERY DOG IS TREATED LIKE MY OWN!

Clearwater, FL, 33761

Dog Boarding, Doggy Day Care

"Penny is awesome and very thorough. Thank you so much for loving on my Cosby. When we arrived, he was super relaxed and fit in wonderfully with Penny's family. (more)"

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16. Karla

We are a dog & cat loving Family!

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I am beyond excited to have found Karla and her family to care for Sadie while I was out of town - Karla and her family took such absolutely amazing care of ... (more)"

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17. Paul

Home F/T Lifelong Dog Lover

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"From our first meeting Paul and his wife Marcia made me and my dogs Kyah and Dee Dee feel very comfortable and right at home. Paul has an easygoing and gent... (more)"

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18. Jenny

Home full time- lots of love

Dunedin, FL, 34698

Dog Boarding, Drop-In Visits, Doggy Day Care

"Jenny was wonderful! Great communication from the meet and greet to pick up! Our dog Shelby looked so happy in the pictures she sent daily. We wouldn’t hesi... (more)"

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19. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Martha + Brett were extremely accomodating to our dogs needs! We would choose them 100 times over to take care of our two dogs. They celebrated our dogs birt... (more)"

20. Brandy

Humane Society Volunteer/Runner

Palm Harbor, FL, 34684

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Brandy was great! She sent pictures and made me feel comfortable with leaving my dog with someone for the first time. My dog seemed really happy! (more)"

In Countryside Woods, Clearwater, FL, dog lovers trust Rover.com for their dog boarding needs. Over 5,453 pet owners have reviewed dog sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5 stars. Booking dog boarding in Countryside Woods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Clearwater on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Countryside Woods dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Countryside Woods, Clearwater, FL who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Countryside Woods.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Countryside Woods, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including: